Long Island Holiday Rentals

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Holiday Rentals in Long Island

Deluxe Studio Suite | Private kitchen
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (129)
"So very very close to the tennis complex. And wher the Westminster dog show was. The rooms were spotless "
The price is NZ$300
includes taxes & fees
28 May - 29 May
Starlight Hotel
Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1021)
"Best affordable hotel in Montauk"
The price is NZ$346
includes taxes & fees
30 May - 31 May
Montauk Manor
Apartment | Private kitchen
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very good, (296)
"We enjoyed our stay!"
The price is NZ$322
includes taxes & fees
6 Jun - 7 Jun
Montauk Oceanside Suites
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Rooftop terrace
Sonder The Dutch
3.5 star property
8.8 out of 10, Excellent, (61)
"Very nice property with a great view on Manhattan Prices are high but this is always the case in NYC "
The price is NZ$534
includes taxes & fees
13 Jun - 14 Jun
Sonder The Dutch
On the beach, white sand
The Surf Club
3.5 star property
8.4 out of 10, Very good, (220)
"An amazing stay with our girls!!! Can’t wait to go back!"
The price is NZ$391
includes taxes & fees
28 May - 29 May
The Surf Club
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (236)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is NZ$426
includes taxes & fees
28 May - 29 May
Windward Shores Ocean Resort
Superior Apartment, 2 Bedrooms, City View | Living area
Sonder Court Square
3.5 star property
9.0 out of 10, Wonderful, (67)
"Too much auto email. I was trying to contact before i arrived but was never able to get through. However, once we arrived,.there was a staff person 24/7 to assist us. All the lobby staff were grest."
The price is NZ$634
includes taxes & fees
16 Jun - 17 Jun
Sonder Court Square
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (181)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is NZ$419
includes taxes & fees
27 May - 28 May
Cliffside Resort Condominiums
Apartment, 1 Bedroom | Private kitchen
Driftwood Resort
3.5 star property
8.8 out of 10, Excellent, (186)
"Every room in the hotel has a little garden in the backyard which is linked with the park, it’s super natural and quiet and definitely worth to stay"
The price is NZ$369
includes taxes & fees
9 Jun - 10 Jun
Driftwood Resort
1 bedroom, iron/ironing board, WiFi, bed sheets
Spacious and Cozy room
8.4 out of 10, Very good, (5)
"Host was incredibly generous, super flexible and made sure to take care of us! Great stay for the price"
The price is NZ$180
includes taxes & fees
4 Jun - 5 Jun
Spacious and Cozy room
Fridge, microwave, oven, stovetop
Cozy and Central
6.0 out of 10, (3)
"I felt very lucky to find this affordable room for my work/play trip to NYC. It is located super conveniently to three different train lines and a whole host of bars, bodegas, and restaurants which for a 9-day stay, was a great perk. I also appreciated having access to a full kitchen with supplies to save a little from eating out constantly. Bed was comfortable and the place was pretty quiet, despite having a lot of guest rooms and folks coming and going. Some pitfalls: My room smelled of...
The price is NZ$197
includes taxes & fees
24 Jun - 25 Jun
Cozy and Central
Fridge, microwave, oven, stovetop
Affordable Stay in Brooklyn
6.6 out of 10, (7)
"The property was clean and very quiet I was able to get some work done and have some much needed relaxation"
The price is NZ$205
includes taxes & fees
4 Jun - 5 Jun
Affordable Stay in Brooklyn
Private kitchen
Private 3 Bedroom in the heart of Brooklyn
7.8 out of 10, Good, (7)
"Apatment is clean, modern and feels comfotable! Communication with host was pleasant and timely! Very convenient to area conveniences including stores, restaurants, and Brooklyn Botanical Gardens!"
Private 3 Bedroom in the heart of Brooklyn
Outdoor pool, a heated pool
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
9.6 out of 10, Exceptional, (48)
"We had a lovely stay at this home. It was very clean, comfortable and spacious so we could all spread out. We were glad to have a nice warm house to stay in because the weather was terrible! I also went swimming in the warm pool even though it was 60 and raining! Would highly recommend."
Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool
Smart TV, fireplace, stereo
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
10.0 out of 10, Exceptional, (72)
"We had the best time at Rick’s house in the Hamptons! We’d love to come back!"
Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!
Beach nearby, sun-loungers, beach towels
Newly Renovated Montauk Condo with Ocean Views!
9.6 out of 10, Exceptional, (62)
"Pictures don’t do it justice! So relaxing. Quiet and clean. Best we could ask for. The deck is great. It was bit cold so we couldn’t use the pool but we would love to be back for the summer! Very close to close to everything but still extremely quiet. Kelly was also an amazing host. She responded quickly and assisted with a parking question we had. Couldn’t ask for anything more. 5 stars!"
Newly Renovated Montauk Condo with Ocean Views!
Pool
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
10.0 out of 10, Exceptional, (5)
"We loved our stay here! The hosts were very helpful and communicative leading up to and during our short stay. The house was perfect for our family - the pool area is fantastic and being able to grill food at the outdoor kitchen is such a bonus. No back and forth to the house for snacks or drinks! We spent the evening around the fire pit and the extended deck meant that there was plenty of room for us to relax and our kids to play. We also explored the local area and nearby beaches. The property...
Delightful Southampton Retreat with Pool & Outdoor Shower Near Beach & Shopping
Interior
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
9.4 out of 10, Exceptional, (27)
"Rainy but good weekend"
The price is NZ$963
includes taxes & fees
13 Jun - 14 Jun
Montauk Manor -1 BR 925 sq. ft. loft in resort overlooking Block Island Sound
Smart TV
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
10.0 out of 10, Exceptional, (2)
"It was the perfect fit for us in terms of location and functionality. We enjoyed staying very much; it was like being on vacation in a hotel, but local. KK, who was in charge of the apt., was available at any time, responsive, and very helpful."
LUX, ALL NEW-4BR/2FUL BATH, 5 MIN TO F TRAIN, 35 MIN TO CITY. 20 MIN TO- JFK/LGA
4 bedrooms, desk, iron/ironing board, free WiFi
North Fork Escape Near Wineries, Beaches And Hamptons
9.4 out of 10, Exceptional, (18)
"Lovely quaint home. Very clean and spacious. Perfect for a family getaway . Highly recommend."
North Fork Escape Near Wineries, Beaches And Hamptons
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Long Island you may be interested in

Exterior
LaGuardia Plaza Hotel
4.0 star property
7.8 out of 10, Good, (1588)
"Ok"
The price is NZ$383
includes taxes & fees
27 May - 28 May
LaGuardia Plaza Hotel
Lobby
Four Points by Sheraton Flushing
3.0 star property
9.0 out of 10, Wonderful, (1561)
"Very nice stay my room was nice and clean and comfortable,no microwave but I enjoyed the gym and the Kaizen restaurant right next door!"
The price is NZ$324
includes taxes & fees
27 May - 28 May
Four Points by Sheraton Flushing
Bar (on property)
Hampton Inn NY-JFK
2.5 star property
8.0 out of 10, Very good, (1661)
"Hotel shuttle to/from JFK and complimentary breakfast were excellent "
The price is NZ$413
includes taxes & fees
30 May - 31 May
Hampton Inn NY-JFK
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Long Island holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Long Island. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Long Island. Seeing all the best attractions is bound to make you fall in love with Long Island. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Long Island short-term rentals, that won’t be hard to do.

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